A0132

Atropine

≥99% (TLC), powder

• Synonym(s): Hyoscyamine, Tropine tropate, endo-(±)-α-(Hydroxymethyl)benzeneacetic acid 8-methyl-8-azabicyclo[3.2.1]oct-3-yl ester
• Empirical Formula (Hill Notation): C₁₇H₂₃NO₃
• CAS Number: 51-55-8
• Molecular Weight: 289.37
• Beilstein: 91260
• EC Number: 200-104-8
• MDL number: MFCD00022622
• UNSPSC Code: 41116107
• PubChem Substance ID: 24890401
• NACRES: NA.77

Properties

• Assay: ≥99% (TLC)
• form: powder
• color: white
• solubility: H₂O: 2 mg/mL; dilute aqueous acid: soluble; ethanol: soluble
• SMILES string: CN1[C@H]2CC[C@@H]1C[C@@H](C2)OC(=O)C(CO)c3ccccc3
• InChI: 1S/C17H23NO3/c1-18-13-7-8-14(18)10-15(9-13)21-17(20)16(11-19)12-5-3-2-4-6-12/h2-6,13-16,19H,7-11H2,1H3/t13-,14+,15+,16?
• InChI key: RKUNBYITZUJHSG-SPUOUPEWSA-N
• Gene Information: human ... CHRM1(1128) , CHRM2(1129) , CHRM3(1131) , CHRM4(1132) , CHRM5(1133) , LOC730413(730413) ; mouse ... Chrm1(12669) ; rat ... Chrm1(25229) , Chrm2(81645) , Chrm3(24260) , Drd2(24318) , Htr1a(24473)

Description

General description

Atropine, a belladonna alkaloid, is an anti-muscarinic drug. It is extracted from Atropa belladonna. Atropine is an anticholinergic agent, which is linked to passive mydriasis. It blocks acetylcholine receptors in brain and has hallucinogenic effects. Atropine eye drops are used to treat uveitis and early amblyopia. It is also used to treat nerve agents.

Application

Atropine has been used to study it′s in vitro cytotoxicity, antiviral and antimicrobial activities. It has also used to antagonize acetylcholine induced K⁺ current.

Atropine has been used:

• as a tastant to analyse the bitter taste perception in Drosophila larvae
• as a muscarinic acetylcholine autoreceptors (mAChRs) antagonist to investigate the involvement of individual mAChR subtypes in the control of synapse elimination
• to investigate the pathways of serotonin (5-HT) action in zebrafish hearts

Biochem/physiol Actions

Atropine is used to treat myopia and ocular axial elongation in Asian children. Small dosage of atropine is used to slow down the heart rate.

Competitive nonselective antagonist at central and peripheral muscarinic acetylcholine receptors.

Features and Benefits

This compound is featured on the Acetylcholine Receptors (Nicotinic) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Reconstitution

Solutions stable for several days at 4 °C.

Safety Information

• Pictograms: GHS06
• Signal Word: Danger
• Hazard Statements: H300 + H330
• Precautionary Statements: P260 - P264 - P271 - P284 - P304 + P340 + P310 - P403 + P233
• Hazard Classifications: Acute Tox. 2 Inhalation - Acute Tox. 2 Oral
• Storage Class Code: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves